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Homes Under $1M in Osprey, FL — Page 2
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Homes Under $1M in Osprey, FL

Homes Under $1M in Osprey, FL

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24 of 63 Listings
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Homes Under $1M in Osprey, FL

24 of 63 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 409 N Point Rd #803 — photo60Active

    $985,000

    3 bd · 3 ba · 2,203 sqft

    409 N Point Rd #803, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  2. 299 Turquoise Ln — photoPrice Reduced79Active

    $699,000

    3 bd · 2 ba · 2,328 sqft

    299 Turquoise Ln, Osprey, FL

    Mickey Jordan · BRIGHT REALTY

  3. 260 Hidden Bay Dr #402 — photo58Active

    $775,000

    3 bd · 3 ba · 1,950 sqft

    260 Hidden Bay Dr #402, Osprey, FL

    Thomas Netzel · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4. 1036 Oak Meadow Ln — photo54Active

    $630,000

    4 bd · 2 ba · 2,186 sqft

    1036 Oak Meadow Ln, Osprey, FL

    Curtis Andrews · BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

  5. 570 Blackburn Point Rd #36 — photo4Active

    $99,500

    — bd · 0 ba · — sqft

    570 Blackburn Point Rd #36, Osprey, FL

    David Babel · BRIGHT REALTY

  6. 780 Sarabay Rd #16 — photo54Active

    $425,000

    2 bd · 2 ba · 1,574 sqft

    780 Sarabay Rd #16, Osprey, FL

    Mark Segreto · RMS ELITE PROPERTIES

  7. 2309 Jessie Harbor Dr #2402 — photoPrice Reduced85Active

    $480,000

    3 bd · 3 ba · 2,006 sqft

    2309 Jessie Harbor Dr #2402, Osprey, FL

    Christine Pope · MICHAEL SAUNDERS & COMPANY

  8. 570 Blackburn Point Rd #23 — photoPrice Reduced3Active

    $89,000

    — bd · 0 ba · — sqft

    570 Blackburn Point Rd #23, Osprey, FL

    Daniel Treiman · MICHAEL SAUNDERS & COMPANY

  9. 7204 Jessie Harbor Dr #7204 — photo43Active

    $395,000

    2 bd · 2 ba · 1,255 sqft

    7204 Jessie Harbor Dr #7204, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  10. 116 Woodland Pl #116 — photoPrice Reduced45Active

    $242,900

    2 bd · 2 ba · 1,325 sqft

    116 Woodland Pl #116, Osprey, FL

    Pat Williams · PAT WILLIAMS REALTY, LLC

  11. 103 Bishops Court Rd — photoPrice Reduced55Active

    $699,000

    3 bd · 2 ba · 2,034 sqft

    103 Bishops Court Rd, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  12. 280 Hidden Bay Dr #302 — photoPrice Reduced39Active

    $745,000

    3 bd · 2 ba · 1,937 sqft

    280 Hidden Bay Dr #302, Osprey, FL

    Jim Xarras, Jr · BERKSHIRE HATHAWAY HOMESERVICE

  13. 51 Macewen Dr #12 — photo71Active

    $275,000

    1 bd · 1 ba · 623 sqft

    51 Macewen Dr #12, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  14. 6100 Jessie Harbor Dr #202 — photoPrice ReducedOpen house Sun, Nov 1 · 1:00 PM83Active

    $798,000

    3 bd · 4 ba · 3,771 sqft

    6100 Jessie Harbor Dr #202, Osprey, FL

    Angelic Tassos · CORCORAN DWELLINGS REALTY

  15. 4429 Conchfish Ln — photoPrice Reduced19Active

    $499,999

    3 bd · 2 ba · 2,004 sqft

    4429 Conchfish Ln, Osprey, FL

    Jennifer Kenna · EXP REALTY, LLC

  16. 14021 Bellagio Way #404 — photoPrice Reduced70Active

    $999,900

    3 bd · 3 ba · 2,187 sqft

    14021 Bellagio Way #404, Osprey, FL

    Megan E. George, PA · PREMIER SOTHEBYS INTL REALTY

  17. 409 North Point Rd #401 — photoPrice Reduced90Active

    $560,000

    3 bd · 3 ba · 2,594 sqft

    409 North Point Rd #401, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  18. 51 Macewen Dr #5 — photoPrice Reduced44Active

    $235,000

    1 bd · 1 ba · 595 sqft

    51 Macewen Dr #5, Osprey, FL

    Sabine Spycher · 342 REAL ESTATE

  19. 51 Mac Ewen Dr #14 — photo19Active

    $285,000

    1 bd · 1 ba · 595 sqft

    51 Mac Ewen Dr #14, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  20. 759 Fordingbridge Way — photoPrice Reduced51Active

    $700,000

    4 bd · 4 ba · 2,950 sqft

    759 Fordingbridge Way, Osprey, FL

    Steven Koleno · BEYCOME OF FLORIDA LLC

  21. 14041 Bellagio Way #214 — photo50Active

    $700,000

    3 bd · 2 ba · 1,799 sqft

    14041 Bellagio Way #214, Osprey, FL

    Veronica Lee · COLDWELL BANKER REALTY

  22. 570 Blackburn Point Rd #26 — photo4Active

    $36,000

    — bd · 0 ba · — sqft

    570 Blackburn Point Rd #26, Osprey, FL

    David Babel · BRIGHT REALTY

  23. 14021 Bellagio Way #309 — photoPrice Reduced38Active

    $879,000

    3 bd · 3 ba · 2,199 sqft

    14021 Bellagio Way #309, Osprey, FL

    Tristin Hopler · COMPASS FLORIDA, LLC

  24. 3621 N Point Rd #301 — photoPrice Reduced95Active

    $525,000

    3 bd · 3 ba · 2,680 sqft

    3621 N Point Rd #301, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

123

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    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Osprey, FL community profile

    Area
    7.9 sq. mi.

    Source: HJN community data

    Osprey housing market

    October 2026 · This period is still settling

    Selling at 93.9% of asking price

    Buyers here are paying below asking. MLS · 19 sales · as of Oct 20, 2026

    Homes on the market · MLS, as of Oct 18, 2026–Oct 20, 2026

    Median list price
    $806,500
    Homes for sale
    88
    Median days on market
    54 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    2,254 sq. ft.